RU98108615A - FENANTHRIDINE DERIVATIVES, METHOD FOR PRODUCING THEREOF AND MEDICINES CONTAINING PHENANATRIDINE DERIVATIVES - Google Patents
FENANTHRIDINE DERIVATIVES, METHOD FOR PRODUCING THEREOF AND MEDICINES CONTAINING PHENANATRIDINE DERIVATIVESInfo
- Publication number
- RU98108615A RU98108615A RU98108615/04A RU98108615A RU98108615A RU 98108615 A RU98108615 A RU 98108615A RU 98108615/04 A RU98108615/04 A RU 98108615/04A RU 98108615 A RU98108615 A RU 98108615A RU 98108615 A RU98108615 A RU 98108615A
- Authority
- RU
- Russia
- Prior art keywords
- derivatives
- phenanthridine
- residue
- general formula
- methoxyphenyl
- Prior art date
Links
- 239000003814 drug Substances 0.000 title claims 3
- 238000004519 manufacturing process Methods 0.000 title claims 2
- 150000005053 phenanthridines Chemical class 0.000 claims 9
- 125000004435 hydrogen atoms Chemical group [H]* 0.000 claims 7
- 125000004172 4-methoxyphenyl group Chemical group [H]C1=C([H])C(OC([H])([H])[H])=C([H])C([H])=C1* 0.000 claims 4
- NWPNXBQSRGKSJB-UHFFFAOYSA-N 2-methylbenzonitrile Chemical compound CC1=CC=CC=C1C#N NWPNXBQSRGKSJB-UHFFFAOYSA-N 0.000 claims 3
- -1 alkoxyl radical Chemical class 0.000 claims 3
- 125000002485 formyl group Chemical class [H]C(*)=O 0.000 claims 3
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims 3
- 239000002904 solvent Substances 0.000 claims 3
- 229940079593 drugs Drugs 0.000 claims 2
- 239000003795 chemical substances by application Substances 0.000 claims 1
- 238000006356 dehydrogenation reaction Methods 0.000 claims 1
- 239000003085 diluting agent Substances 0.000 claims 1
- ROSDSFDQCJNGOL-UHFFFAOYSA-N dimethylamine Chemical group CNC ROSDSFDQCJNGOL-UHFFFAOYSA-N 0.000 claims 1
- 239000003937 drug carrier Substances 0.000 claims 1
- 125000005843 halogen group Chemical group 0.000 claims 1
- 125000000623 heterocyclic group Chemical group 0.000 claims 1
- 229910052739 hydrogen Inorganic materials 0.000 claims 1
- UFHFLCQGNIYNRP-UHFFFAOYSA-N hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims 1
- 239000001257 hydrogen Substances 0.000 claims 1
- 125000000956 methoxy group Chemical group [H]C([H])([H])O* 0.000 claims 1
- GPKUICFDWYEPTK-UHFFFAOYSA-N methoxycyclohexatriene Chemical compound COC1=CC=C=C[CH]1 GPKUICFDWYEPTK-UHFFFAOYSA-N 0.000 claims 1
- 125000000449 nitro group Chemical group [O-][N+](*)=O 0.000 claims 1
- 150000003839 salts Chemical class 0.000 claims 1
- 239000011780 sodium chloride Substances 0.000 claims 1
Claims (11)
также их соли,
где R1 представляет собой ароматический карбоциклический или гетероциклический остаток;
R2 и R3, которые могут быть одинаковыми или разными, представляют собой атом водорода, алкоксильный остаток, алкиленоксильный остаток, атом галогена или нитрогруппу.1. Derivatives of phenanthridine of the general formula I
also their salts,
where R 1 represents an aromatic carbocyclic or heterocyclic residue;
R 2 and R 3 , which may be the same or different, represent a hydrogen atom, an alkoxyl radical, an alkylene oxyl radical, a halogen atom or a nitro group.
где остатки R1, R2 и R3 имеют значения, перечисленные в пп.1 - 4, с учетом того, что R1 может также представлять собой атом водорода,
в присутствии основания, в апротонном диполярном растворителе.5. A method of obtaining derivatives of phenanthridine of General formula II according to one of paragraphs. 1 to 4, characterized in that the aldehyde of the formula III R 1 ; - CHO is reacted with 2-methylbenzonitrile of formula IV,
where the residues R 1 , R 2 and R 3 have the meanings listed in claims 1 to 4, given that R 1 may also be a hydrogen atom,
in the presence of a base, in an aprotic dipolar solvent.
где остатки R1, R2 и R3 имеют значения, указанные в пп.1 - 4 с учетом того, что R1 может также представлять собой атом водорода,
в присутствии основания, в апротонном диполярном растворителе, и затем на следующей стадии проводят дегидрирование с соответствующим дегидрирующим средством в присутствии или в отсутствие растворителя.6. The method of producing derivatives of phenanthridine of general formula 1 according to one of claims 1 to 4, characterized in that the aldehyde of formula III R 1 - CHO is reacted with 2-methylbenzonitrile of formula IV
where the residues R 1 , R 2 and R 3 have the meanings indicated in claims 1 to 4, given that R 1 may also be a hydrogen atom,
in the presence of a base, in an aprotic dipolar solvent, and then, in the next step, dehydrogenation is carried out with an appropriate dehydrogenating agent in the presence or absence of a solvent.
Applications Claiming Priority (2)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
DE19538088A DE19538088A1 (en) | 1995-10-13 | 1995-10-13 | Phenanthridine derivatives and their preparation |
DE19538088.6 | 1995-10-13 |
Publications (2)
Publication Number | Publication Date |
---|---|
RU98108615A true RU98108615A (en) | 2000-03-27 |
RU2180333C2 RU2180333C2 (en) | 2002-03-10 |
Family
ID=7774717
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
RU98108615/04A RU2180333C2 (en) | 1995-10-13 | 1996-10-11 | Derivatives of phenanthridine, methods of their synthesis and medicinal agents containing phenanthridine derivatives |
Country Status (17)
Country | Link |
---|---|
US (1) | US6030981A (en) |
EP (1) | EP0873315B1 (en) |
JP (1) | JPH11515001A (en) |
AT (1) | ATE238284T1 (en) |
AU (1) | AU707092B2 (en) |
BR (1) | BR9610971A (en) |
CA (1) | CA2232609A1 (en) |
CZ (1) | CZ291821B6 (en) |
DE (2) | DE19538088A1 (en) |
HU (1) | HUP0202310A3 (en) |
IL (1) | IL123692A (en) |
MX (1) | MX9802583A (en) |
NO (1) | NO313328B1 (en) |
NZ (1) | NZ330138A (en) |
PL (1) | PL326155A1 (en) |
RU (1) | RU2180333C2 (en) |
WO (1) | WO1997014683A2 (en) |
Families Citing this family (3)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
DE19845830A1 (en) * | 1998-09-24 | 2000-03-30 | Schering Ag | Aminoalkyl-3,4-dihydroquinoline derivatives and their use in drugs |
DE10054337A1 (en) * | 2000-11-02 | 2002-05-08 | Bernd Clement | Phenanthridine derivatives and antitumor drugs containing phenanthridine |
DE102012006903B4 (en) | 2012-04-05 | 2016-06-30 | Christian-Albrechts-Universität Zu Kiel | Novel aromatic heterocycles, process for their preparation and medicaments containing novel aromatic heterocycles |
Family Cites Families (3)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
JPH02243629A (en) * | 1989-03-16 | 1990-09-27 | Nippon Kayaku Co Ltd | Conquering agent of multiple drug resistance |
US5747502A (en) * | 1989-12-13 | 1998-05-05 | Nippon Kayaku Kabushiki Kaisha | Process for preparing benzo c!phenanthridinium derivatives, novel compounds prepared by said process, and antitumor agents |
CA2054569A1 (en) * | 1990-11-07 | 1992-05-08 | Masanobu Suzuki | Process for preparing benzo¬c|phenanthridinium derivatives, and novel compounds prepared by said process |
-
1995
- 1995-10-13 DE DE19538088A patent/DE19538088A1/en not_active Ceased
-
1996
- 1996-10-11 BR BR9610971-8A patent/BR9610971A/en active Search and Examination
- 1996-10-11 DE DE59610387T patent/DE59610387D1/en not_active Expired - Lifetime
- 1996-10-11 RU RU98108615/04A patent/RU2180333C2/en not_active IP Right Cessation
- 1996-10-11 HU HU0202310A patent/HUP0202310A3/en unknown
- 1996-10-11 CZ CZ19981074A patent/CZ291821B6/en not_active IP Right Cessation
- 1996-10-11 JP JP9515415A patent/JPH11515001A/en active Pending
- 1996-10-11 IL IL12369296A patent/IL123692A/en not_active IP Right Cessation
- 1996-10-11 NZ NZ330138A patent/NZ330138A/en unknown
- 1996-10-11 US US09/051,606 patent/US6030981A/en not_active Expired - Fee Related
- 1996-10-11 PL PL96326155A patent/PL326155A1/en unknown
- 1996-10-11 AU AU15895/97A patent/AU707092B2/en not_active Ceased
- 1996-10-11 AT AT96945501T patent/ATE238284T1/en not_active IP Right Cessation
- 1996-10-11 CA CA002232609A patent/CA2232609A1/en not_active Abandoned
- 1996-10-11 EP EP96945501A patent/EP0873315B1/en not_active Expired - Lifetime
- 1996-10-11 WO PCT/DE1996/001958 patent/WO1997014683A2/en active IP Right Grant
-
1998
- 1998-04-02 MX MX9802583A patent/MX9802583A/en not_active IP Right Cessation
- 1998-04-08 NO NO19981655A patent/NO313328B1/en not_active IP Right Cessation
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